Organic nonlinear optical material and nonlinear optical element using the same

Abstract

The present invention provides an organic nonlinear optical material including an organic compound having nonlinear optical activity dispersed in or bonded to a polymer binder, wherein the material contains a tertiary amine derivative represented by the following formula (1) as the organic compound having nonlinear optical activity, and an organic nonlinear optical element using the same. In the formula, Z 1 to Z 3 are independently aromatic groups optionally having a substituent; L is a π conjugated group optionally having a substituent; A is a π conjugated electron-attractive group which includes a ring structure optionally having a substituent; m denotes 0 or 1; a π conjugated system denoted by Z 3 -L m has, from one terminal thereof to the other terminal, five or more unsaturated bonds which form one conjugated system; and at least two of Z 1 to Z 3 , L and A may be connected so as to form at least one ring structure.

1. An organic nonlinear optical material comprising an organic compound having nonlinear optical activity dispersed in or bonded to a polymer binder, wherein the material contains a tertiary amine derivative represented by the following formula (1) as the organic compound having the nonlinear optical activity; 
       
         
           
           
               
               
           
         
         wherein Z 1  to Z 3  are independently aromatic groups optionally having a substituent; L is a π conjugated group optionally having a substituent; A is a π conjugated electron-attractive group which includes a ring structure optionally having a substituent; m denotes 0 or 1; a π conjugated system denoted by Z 3 -L m  has, from one terminal thereof to the other terminal, five or more unsaturated bonds which form one conjugated system; and at least two of Z 1  to Z 3 , L and A may be connected so as to form at least one ring structure. 
       
     
     
       2. A nonlinear optical element comprising an organic nonlinear optical material according to  claim 1 . 
     
     
       3. A nonlinear optical element according to  claim 2 , wherein the nonlinear optical element operates on the basis of an electro-optic effect. 
     
     
       4. A nonlinear optical element according to  claim 2 , wherein at least one of Z 1  and Z 2  in the tertiary amine derivative represented by formula (1) is an aromatic group which has a substituent including a ring structure. 
     
     
       5. A nonlinear optical element according to  claim 2 , wherein the tertiary amine derivative represented by formula (1) is a tertiary amine derivative represented by the following formula (2); 
       
         
           
           
               
               
           
         
         wherein X 1  and X 2  are independently N or CH; L 1  is a π conjugated group optionally having a substituent and not including an unsaturated bond which is not included in, is not directly connected to and is not adjacent to a ring structure; and Z 1  to Z 3  and A are the same as in formula (1). 
       
     
     
       6. A nonlinear optical element according to  claim 2 , wherein A in the tertiary amine derivative represented by formula (1) is a π conjugated electron-attractive group having at least one of a nitro group, a cyano group and a carbonyl group, and including a ring structure. 
     
     
       7. A nonlinear optical element according to  claim 2 , wherein the polymer binder contains at least one of polyimide, polycarbonate, polyarylate and polycycloolefin. 
     
     
       8. A nonlinear optical element according to  claim 2 , wherein Z 3  in the tertiary amine derivative represented by formula (1) is a substituted or unsubstituted 1,4-phenylene group. 
     
     
       9. A nonlinear optical element according to  claim 2 , wherein the π conjugated system denoted by Z 3 -L m  in the tertiary amine derivative represented by formula (1) comprises five to ten unsaturated bonds which form one conjugated system. 
     
     
       10. A nonlinear optical element according to  claim 2 , wherein the π conjugated system denoted by Z 3 -L m  in the tertiary amine derivative represented by formula (1) comprises six to ten unsaturated bonds which form one conjugated system. 
     
     
       11. A nonlinear optical element according to  claim 2 , wherein the organic compound has one of the following structures 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
       12. An organic nonlinear optical material according to  claim 1 , wherein at least one of Z 1  and Z 2  in the tertiary amine derivative represented by formula (1) is an aromatic group which has a substituent including a ring structure. 
     
     
       13. An organic nonlinear optical material according to  claim 1 , wherein the tertiary amine derivative represented by formula (1) is a tertiary amine derivative represented by the following formula (2); 
       
         
           
           
               
               
           
         
         wherein X 1  and X 2  are independently N or CH; L 1  is a π conjugated group optionally having a substituent and not including an unsaturated bond which is not included in, is not directly connected to and is not adjacent to a ring structure; and Z 1  to Z 3  and A are the same as in formula (1). 
       
     
     
       14. An organic nonlinear optical material according to  claim 1 , wherein A in the tertiary amine derivative represented by formula (1) is a π conjugated electron-attractive group having at least one of a nitro group, a cyano group and a carbonyl group, and including a ring structure. 
     
     
       15. An organic nonlinear optical material according to  claim 1 , wherein the polymer binder contains at least one of polyimide, polycarbonate, polyarylate and polycycloolefin. 
     
     
       16. An organic nonlinear optical material according to  claim 1 , wherein Z 3  in the tertiary amine derivative represented by formula (1) is a substituted or unsubstituted 1,4-phenylene group. 
     
     
       17. An organic nonlinear optical material according to  claim 1 , wherein Z 3  in the tertiary amine derivative represented by formula (1) is a nonsubstituted 1,4-phenylene group. 
     
     
       18. An organic nonlinear optical material according to  claim 1 , wherein the π conjugated system denoted by Z 3 -L m  in the tertiary amine derivative represented by formula (1) comprises five to ten unsaturated bonds which form one conjugated system. 
     
     
       19. An organic nonlinear optical material according to  claim 1 , wherein the π conjugated system denoted by Z 3 -L m  in the tertiary amine derivative represented by formula (1) comprises six to ten unsaturated bonds which form one conjugated system. 
     
     
       20. An organic nonlinear optical material according to  claim 1 , wherein the organic compound has one of the following structures